Listen to Robert Emmerich introduce "The Big Apple," a hit song from 1937. Music written by Bob and performed by Tommy Dorsey's Clambake Seven with Bob on piano. Lyrics written by Buddy Bernier and sung by Edythe Wright. Audio provided by Dorothy Emmerich.

"I question the timing” means that someone suspects political motivation behind an action. For example, a politician in New York City used to have high publicity porn busts right before an election to show a “tough on crime” image. In the 2000s, terror announcements and arrests possibly served the same purpose.

“I question the timing” has been cited in print since at least 1972. In September 2005, the Ace of Spades HQ blog wrote, “IQTT (I question the timing; figure it’s about time for shorthand).”

4 November 1972, New York (NY) Times, “A Bellwether County in Wyoming Is Leaning Heavily Toward the President” by John Herber, pg. 15:
“I (Steve Lobell, a retired railroad worker—ed.) will vote for McGovern as a lesser of two evils. But the corruption is just politics and while I question the timing on Vietnam, I can’t imagine them using it as a political gimmick.”

Google BooksMichael Olesker’s Baltimore:
If you live here, you’re home
By Michael Olesker
Baltimore. MD: Johns Hopkins University Press
1995
Pg. 37:
On the front page of this newspaper last week, as pickets behind him decried the articles on Williams, Baltimore City councilman Nathaniel McFadden said, “I question the timing. Why now?”

Google Books
22 June 1999, The Advocate, pg. 42, col. 2:
Most recently, NGLTF executive director Kerry Lobel quit the marchboard. “Basically, I question the timing of the march, its focus, and its strategy,” Lobel says. “We’ve marched on Washington three times. What’s different now?”

Ace of Spades HQ
May 3, 2011
On “I Question the Timing”
The left made such a ridiculous habit of calling “I question the timing” that Google is full of references to that stupid catchphrase from this site alone.

Always mocking the left for it.

It became such a source of fun we didn’t even bother writing “I question the timing.” We just shorthanded it as “IQTT!”